2-But-3-enyl-6-(tert-butyl-dimethyl-silanyloxy)-1-(toluene-4-sulfonyl)-1,4-dihydro-cyclopenta[b]pyrrole

Base Information

Chemical Name:2-But-3-enyl-6-(tert-butyl-dimethyl-silanyloxy)-1-(toluene-4-sulfonyl)-1,4-dihydro-cyclopenta[b]pyrrole
CAS No.:189134-33-6
Molecular Formula:C₂₄H₃₃NO₃SSi
Molecular Weight:443.682
Hs Code.:

Synonyms:2-But-3-enyl-6-(tert-butyl-dimethyl-silanyloxy)-1-(toluene-4-sulfonyl)-1,4-dihydro-cyclopenta[b]pyrrole

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Chemical Property of 2-But-3-enyl-6-(tert-butyl-dimethyl-silanyloxy)-1-(toluene-4-sulfonyl)-1,4-dihydro-cyclopenta[b]pyrrole

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Technology Process of 2-But-3-enyl-6-(tert-butyl-dimethyl-silanyloxy)-1-(toluene-4-sulfonyl)-1,4-dihydro-cyclopenta[b]pyrrole

There total 1 articles about 2-But-3-enyl-6-(tert-butyl-dimethyl-silanyloxy)-1-(toluene-4-sulfonyl)-1,4-dihydro-cyclopenta[b]pyrrole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 176516-12-4
2-But-3-enyl-1-(toluene-4-sulfonyl)-4,5-dihydro-1H-cyclopenta[b]pyrrol-6-one

: 189134-33-6
2-But-3-enyl-6-(tert-butyl-dimethyl-silanyloxy)-1-(toluene-4-sulfonyl)-1,4-dihydro-cyclopenta[b]pyrrole

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 25 ℃;
DOI:10.1016/S0040-4039(97)00424-3

Reference yield:

: 189134-33-6
2-But-3-enyl-6-(tert-butyl-dimethyl-silanyloxy)-1-(toluene-4-sulfonyl)-1,4-dihydro-cyclopenta[b]pyrrole

: C₂₄H₃₂NO₃SSi^(1-)*Li⁽¹⁺⁾

Guidance literature:: With tert.-butyl lithium; In tetrahydrofuran; at -78 ℃;
DOI:10.1016/S0040-4039(97)00424-3

Reference yield:

: 189134-33-6
2-But-3-enyl-6-(tert-butyl-dimethyl-silanyloxy)-1-(toluene-4-sulfonyl)-1,4-dihydro-cyclopenta[b]pyrrole

: (11S,12S,13R)-11-Hydroxy-13-isopropyl-2-(toluene-4-sulfonyl)-2-aza-tricyclo[10.2.1.1^3,14]hexadeca-1⁽¹⁴⁾,3⁽¹⁶⁾-dien-15-one

Guidance literature:: Multi-step reaction with 8 steps

1: t-BuLi / tetrahydrofuran / -78 °C

2: tetrahydrofuran

3: aq. NH₄Cl / tetrahydrofuran / 25 °C

4: 95 percent / LiHMDS / tetrahydrofuran / -60 - -45 °C

5: 97 percent / AgNO₃ / dimethylformamide / 15 h / 25 °C

6: Grubbs Ruthenium benzylidene carbene / CH₂Cl₂ / 25 h / 40 °C

7: H₂ / Pd/C / ethanol / 10 h / 25 °C

8: 48percent HF / acetonitrile / 3 h / 25 °C

With Grubbs catalyst first generation; hydrogen fluoride; hydrogen; tert.-butyl lithium; ammonium chloride; silver nitrate; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0040-4039(97)00424-3